• Title/Summary/Keyword: methyl esters

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Kinetics and Mechanism of the Hydrolysis of N-Arylsulfonylbenzimidothiophenyl ester (N-Arylsulfonylbenzimidothiophenyl Ester 유도체의 가수분해에 대한 반응속도론적 연구)

  • Tae-Seong Huh;Tae-Rin Kim
    • Journal of the Korean Chemical Society
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    • v.20 no.1
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    • pp.73-86
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    • 1976
  • Four unreported derivatives of N-arylsulfonylbenzamide and six derivatives of N-arylsulfonylbenzimidothiophenyl ester were prepared. These were; p-methyl-N-(arylsulfonyl)benzamide, m-methyl-N-(arylsulfonyl)benzamide, m-nitro-N-(arylsulfonyl)benzamide, p-methoxy-N-(arylsulfonyl)benzamide, p-methyl-N-(arylsulfonyl)benzimidothiophenyl esters, p-chloro-N-(arylsulfonyl)benzimidothiophenyl ester, m-methyl-N-(arylsulfonyl)benzimidothiophenyl ester, p-nitro-N-(arylsulfonyl)benzimidothiophenyl ester, m-nitro-(arylsulfonyl)benzimidothiophenyl ester and p-methoxy-N-(arylsulfonyl)benzimidothiophenyl ester. The rate constants of the hydrolysis of N-arylsulfonylbenzimidothiophenyl esters were determined by ultraviolet spectrophotometry at various pH and rate equations which can be applied over a wide pH range were obtained. From the rate equation and substituent effects, one can conclude that above pH 11, the hydrolysis of N-arylsulfonylbenzimidothiophenyl esters are initiated by the attack of hydroxide ion, however, below pH 9, started by the addition of a water molecule on the azomethine group. At pH 9∼11, the competitive reaction between a water molecule and hydroxide ion is anticipated to occur.

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Improvement of Low Temperature Property of Biodiesel from Palm Oil and Beef Tallow Via Urea Complexation (요소 착물형성에 의한 포화지방산 고함유 팜유 및 우지 유래 바이오디젤의 저온유동성 개선효과 연구)

  • Lee, Yong-Hwa;Shin, Jung-Ah;Zhang, Hua;Lee, Ki-Teak;Kim, Kwang-Soo;Jang, Young-Seok;Park, Kwang-Geun
    • New & Renewable Energy
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    • v.8 no.4
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    • pp.38-43
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    • 2012
  • Biodiesel is non-petroleum based fuel produced from vegetable oils or animal fats through transesterification. The compositions of saturated and unsaturated fatty acids in the feedstocks are important factors for biodiesel quality in terms of low-temperature fluidity and oxidative stability. The goal of this study is to improve the cold flow property of biodiesel from vegetable and animal origin containing highly saturated methyl esters (approx. 50%). In this purpose poly-saturated methyl esters in palm and tallow biodiesel were removed via urea-based fractionation and then the recovered fractions (enriched unsaturated fatty acid methyl esters) were supplemented with cold flow improvers. The highest concentration of unsaturated fatty acid methyl esters (93.8%) was obtained using a urea/fatty acid ratio of 3:1 at the crystallization temperature of $0^{\circ}C$ for 17 hours in incubation, with recovery of 71% and the addition of cold flow improver (Flozol$^{(R)}$ 515, 3,000 ppm) to the enriched poly-unsaturated fatty acid methyl esters reduced the CFPP(cold filter plugging point) of palm biodiesel from $12^{\circ}C$ to $-42^{\circ}C$. In tallow biodiesel both the enrichment of unsaturated fatty acid methyl esters (93.71%) and the addition of cold flow improver (Infineum R408, 3,000ppm) reduced the CFPP from $10^{\circ}C$ to $-32^{\circ}C$.

Endophytic Fungi as a Source of Biofuel Precursors

  • Santos-Fo, Florisvaldo C.;Fill, Taicia Pacheco;Nakamura, Joanita;Monteiro, Marcos Roberto;Rodrigues-Fo, Edson
    • Journal of Microbiology and Biotechnology
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    • v.21 no.7
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    • pp.728-733
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    • 2011
  • Endophytic fungi, isolated from a number of different species of tropical plants, were investigated for lipid biodiesel precursor production. The extracts produced from liquid cultures of these fungi were subjected to acidcatalyzed transesterification reactions with methanol producing methyl esters and then analyzed through chromatographic (GC-FID) and spectrometric techniques (MS, NMR $^1H$). The European Standard Method, EN 14103, was used for the quantification of methyl esters extracted from the fungi of the species and genera studied. Xylariaceous fungi exhibited the highest concentrations of methyl esters (91%), and hence may be a promising source for biofuel.

Liquid Chromatographic Enantiomer Separation of α-Amino Acid Esters as Nitrobenzoxadiazole Derivatives Using Polysaccharide-Derived Chiral Stationary Phases

  • Islam, Md. Fokhrul;Lee, Wonjae
    • Journal of Integrative Natural Science
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    • v.8 no.2
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    • pp.111-116
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    • 2015
  • Liquid chromatographic enantiomer separation of ${\alpha}$-amino acid esters as nitrobenzoxadiazole (NBD) derivatives was performed using several chiral stationary phases (CSPs) based on polysaccharide derivatives under fluorescence detection. For enantiomer separation by normal HPLC, the non-aqueous derivatization method of ${\alpha}$-amino acid esters for NBD analytes was introduced. Among the six CSPs used in this study, the performance of Chiralpak IA was superior for enantiomer resolution of NBD derivatives of several ${\alpha}$-amino acid methyl esters. Also the convenient analytical method using polysaccharide-derived CSPs developed in this study was applied to determine the optical purity of ${\alpha}$-amino acids esters. It was investigated that the enantiomeric impurity levels of 0.02-1.73% were found after determination of enantiomeric purities of several commercially available L-amino acid methyl esters. It is expected to be quite useful for enantiomer separation of other ${\alpha}$-amino acid esters as NBD derivatives by normal HPLC.

Carboxymethoximes(I) Carboxymethoximes and Their Methyl Esters of Ketosteroids (카르복시메톡심 (I) 케토스테로이드의 카르복시메톡심과 이들의 메틸 에스테르)

  • Wiley, Richard H.;Chang, Sae-Hee
    • Journal of the Korean Chemical Society
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    • v.12 no.2
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    • pp.44-46
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    • 1968
  • The carboxymethoximes and their methyl esters of several ketosteroids were synthesized. It is suggested that the molecular weights of the ketosteroids could be determined through measuring the neutralization equivalents of their carboxymethoximes. The methyl ester of these carboxymethoximes could be utilized as useful derivatives for the identification of the ketosteriods.

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Antifungal Activity of Lower Alkyl Fatty Acid Esters against Powdery Mildews

  • Choi, Gyung-Ja;Jang, Kyoung-Soo;Choi, Yong-Ho;Yu, Ju-Hyun;Kim, Jin-Cheol
    • The Plant Pathology Journal
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    • v.26 no.4
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    • pp.360-366
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    • 2010
  • In the course of a searhing environmental friendly antifungal compounds, we found that mixture of methyl esters of fatty acids obtained from soybean oil had potent control efficacy against barley powdery mildew (Blumeria graminis f. sp. hordei). In this study, ten alkyl fatty acid esters (AFAEs) were tested for in vivo antifungal activity against five plant diseases such as rice blast, rice sheath blight, tomato gray mold, tomato late blight and barley powdery mildew. Some AFAEs showed the most control efficacy against barley powdery mildew among the tested plant diseases. By 5-hr protective and 1-day curative applications, six AFAEs ($3,000\;{\mu}g/ml$), including methyl and ethyl palmitates, methyl and ethyl oleates, methyl linoleate, and methyl linolenate demonstrated both curative and protective activities against barley powdery mildew. In contrary, methyl laurate strongly controlled the development of powdery mildew on barley plants by curative treatment at a concentration of $333\;{\mu}g/ml$, but did not show protective activity even at $3,000\;{\mu}g/ml$. Under greenhouse conditions, the seven AFAEs ($1,000\;{\mu}g/ml$) except for methyl and ethyl stearates, and methyl caprylate also effectively controlled cucumber powdery mildew caused by Podosphaera xanthii. Among them, methyl and ethyl palmitates ($333\;{\mu}g/ml$) represented the most control activity of more than 68% against the disease. The results are the first report on the antifungal activity of methyl and ethyl esters of fatty acids against plant pathogenic fungi.

Synthesis of Biologically Active 3-Benzalphthalide Derivatives

  • Ibrahim, Tarek M.
    • Archives of Pharmacal Research
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    • v.14 no.4
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    • pp.342-345
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    • 1991
  • Synthesis of series of 3-benzalphthalidyl-amino acids and their corresponding methyl esters, dipeptides and tripeptide methyl esters 2a-7c is decribed. All 3-benzalphthalidynamino acids 2a-g were found to possess a remarkable antimicrobial properties against a number of microorganisms and fungi.

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Chromatographic Enantiomer Separation and Determination of Optical Purity for α-Amino Acid Esters as 9-Anthraldimine Derivatives Using Polysaccharide Based Chiral Columns (다당 유도체를 기초로 한 키랄 컬럼에서 아미노산 에스테르의 안트르알디민 유도체의 광학분리 및 광학순도 측정)

  • Huang, Hu;Jin, Jing-Yu;Lee, Won-Jae
    • KSBB Journal
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    • v.26 no.2
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    • pp.139-142
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    • 2011
  • The chromatographic enantiomer separation of 9-anthraldimine derivatives of ${\alpha}$-amino acid methyl and ethyl esters on four polysaccharide based chiral columns was performed. The 9-anthraldehyde Schiff base derivatives of ${\alpha}$- amino acid esters were readily synthesized by stirring the ${\alpha}$- amino acid ester hydrochloride salts with 9-anthraldehyde in the presence of 1,8-diazabicyclo [5.4.0]undec-7-ene as a base and anhydrous $MgSO_4$. Chiralcel OD or Chiralcel OD-H showed the greatest enantiomer resolution of 9-anthraldimine derivatives of ${\alpha}$-amino acid methyl and ethyl esters. The L-enantiomers of all the analytes were preferentially retained on Chiralcel OD or Chiralcel OD-H. This analytical method was applied in the determination of optical purities of several commercially available D- or L-${\alpha}$-amino acid methyl esters.

Simultaneous Enantiomer Separation of α-Amino Acids and Their Esters as Fluorenylmethoxycarbonyl Derivatives under UV and Fluorescence Detection by High Performance Liquid Chromatography (고성능 액체 크로마토그래피에서 아미노산과 이들 에스테르의 플루오레닐메톡시카르보닐 유도체의 자외선과 형광 검출에서의 동시 광학분리)

  • Islam, Md. Fokhrul;Lee, Wonjae
    • KSBB Journal
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    • v.30 no.4
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    • pp.197-201
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    • 2015
  • Liquid chromatographic enantiomer separation of ${\alpha}$-amino acids and their methyl and ethyl esters as fluorenylmethoxycarbonyl (FMOC) derivatives was performed using a recently developed chiral column (Chiralpak IE) based on polysaccharide derivative under simultaneous UV detection and fluorescence detection. The degree of enantiomer separation of ${\alpha}$-amino acid esters as FMOC derivatives is generally higher than that of the corresponding ${\alpha}$-amino acids. Especially, ${\alpha}$-amino acid methyl esters showed the greatest enantioseparation. As this method developed in this study can be applied to determine the chemical and optical purity of ${\alpha}$-amino acids and esters, it is expected to be quite useful for their chiral separation using Chiralpak IE.